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Synthesis of azulene-substituted benzofurans and isocoumarins via intramolecular cyclization of 1-ethynylazulenes, and their structural and optical properties
http://hdl.handle.net/10091/00020653
http://hdl.handle.net/10091/0002065356ddc400-5641-4508-abf5-ba8471a3f2ae
名前 / ファイル | ライセンス | アクション |
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2018-06-13 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Synthesis of azulene-substituted benzofurans and isocoumarins via intramolecular cyclization of 1-ethynylazulenes, and their structural and optical properties | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Shoji, Taku
× Shoji, Taku× Tanaka, Miwa× Takagaki, Sho× Miura, Kota× Ohta, Akira× Sekiguchi, Ryuta× Ito, Shunji× Moric, Shigeki× Okujima, Tetsuo |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Shoji, Taku | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gmShOakh.html | |||||
信州大学研究者総覧へのリンク | ||||||
氏名 | Ohta, Akira | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.uaTeOUkh.html | |||||
出版者 | ||||||
出版者 | ROYAL SOC CHEMISTRY | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | ORGANIC & BIOMOLECULAR CHEMISTRY. 16(3):480-489 (2018) | |||||
書誌情報 |
ORGANIC & BIOMOLECULAR CHEMISTRY 巻 16, 号 3, p. 480-489, 発行日 2018-01-21 |
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内容記述 | ||||||
内容記述タイプ | Other | |||||
内容記述 | First published: 08 Dec 2017 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The preparation of azulene-substituted benzofurans and isocoumarins was established by two types of intramolecular cyclization reaction of 1-ethynylazulenes. 2-(1-Azulenyl)- and 2,3-bis(1-azulenyl)benzofurans were prepared by the palladium-catalyzed cross-coupling reaction of 1-iodoazulenes with 2-ethynylphenol and that of 1-ethynylazulenes with 2-iodophenol under Sonogashira-Hagihara reaction conditions following the intramolecular nucleophilic addition of the oxygen nucleophile to the presumed 1-arylethynylazulenes. In contrast, 1-(phenylethynyl)azulenes bearing an o-methoxycarbonyl function on the substituted phenyl moiety exhibited intramolecular cyclization either in the presence of trifluoroacetic acid or N-iodosuccinimide (NIS) to afford azulene-substituted isocoumarins and 4-iodoisocoumarins, and the structures were clarified by single-crystal X-ray analysis. The optical properties of these compounds were also investigated by UV/vis spectroscopy and theoretical calculations. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1477-0520 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA1168650X | |||||
PubMed | ||||||
識別子タイプ | PMID | |||||
関連識別子 | http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=29270584 | |||||
関連名称 | 29270584 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1039/c7ob02861j | |||||
関連名称 | 10.1039/c7ob02861j | |||||
権利 | ||||||
権利情報 | © 2017 Royal Society of Chemistry | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000423025400019 |